2,4-Diamino-6-halo-5-trifluoromethylpyrimidines having herbicida

Details 2,4-Diamino-6-halo-5-trifluoromethylpyrimidines having herbicida 2,4-Diamino-6-halo-5-trifluoromethylpyrimidines having herbicida

1983-12-19

1985-03-26

Daus, Donald G.

Chemistry: fertilizers

Processes and products

Forms or conditioning

544323, 544324, A01N 4348, C07D23902

Patent

active

045071462

ABSTRACT:
2,4-Diamino-6-halo-5-trifluoromethylpyrimidines of the formula ##STR1## wherein X is a halogen atom, especially chlorine or fluorine, and R.sub.1 and R.sub.2 independently of one another are each hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, or together form a C.sub.3 -C.sub.7 -alkylene bridge, have outstanding selective-herbicidal properties, and are suitable for controlling weeds in crops of cultivated plants, such as maize, cereal or soya-bean. They are produced by aminating 2,4,6-trihalo-5-trifluoromethylpyrimidine, which for its part is obtainable by fluorination of 2,4,6-trihalopyrimidine-5-carboxylic acid. The 2,4,6-trihalo-5-carboxylic acids are novel intermediates, and are obtained by oxidizing 2,4,6-trihalo-2-methyl-, -halomethyl- or -formyl-pyrimidine in sulfuric acid by means of chromium trioxide.

REFERENCES:
patent: Re31136 (1983-02-01), Treves
patent: 3325496 (1967-06-01), Critchley et al.
patent: 4055411 (1977-10-01), Fischer
Hasek et al., J.A.C.S. 82, 543 (1960).
Winkelmann, "Uber einige Derivate des 2,4,6-trichloro-pyrimidins", J. prakt. Chem. 115, 292-314 (1927).
Smith, "Chemie des Schwefeltetrafluorids", Angew Chem. 74, 742-750 (1962).

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